data_1HQ # _chem_comp.id 1HQ _chem_comp.name "N-{3-[(4S)-2-amino-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H14 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-07 _chem_comp.pdbx_modified_date 2013-04-26 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 389.331 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1HQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4J17 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 1HQ C2 C2 C 0 1 Y N N -22.218 -43.459 -2.289 6.337 0.382 0.684 C2 1HQ 1 1HQ C3 C3 C 0 1 Y N N -22.372 -42.798 -3.500 5.096 0.986 0.789 C3 1HQ 2 1HQ C4 C4 C 0 1 Y N N -21.426 -41.880 -3.941 4.006 0.418 0.132 C4 1HQ 3 1HQ N5 N5 N 0 1 Y N N -20.370 -41.591 -3.230 4.145 -0.689 -0.588 N5 1HQ 4 1HQ C6 C6 C 0 1 Y N N -20.115 -42.178 -2.072 5.305 -1.293 -0.712 C6 1HQ 5 1HQ N9 N9 N 0 1 N N N -20.429 -40.584 -5.719 1.613 0.516 -0.392 N9 1HQ 6 1HQ C15 C15 C 0 1 Y N N -19.644 -38.951 -9.461 -2.184 2.147 0.139 C15 1HQ 7 1HQ C1 C1 C 0 1 Y N N -21.022 -43.136 -1.588 6.446 -0.784 -0.083 C1 1HQ 8 1HQ C7 C7 C 0 1 N N N -21.545 -41.199 -5.235 2.674 1.058 0.239 C7 1HQ 9 1HQ O8 O8 O 0 1 N N N -22.591 -41.251 -5.873 2.538 2.071 0.896 O8 1HQ 10 1HQ C10 C10 C 0 1 N N N -20.776 -43.758 -0.325 7.709 -1.443 -0.227 C10 1HQ 11 1HQ N11 N11 N 0 1 N N N -20.599 -44.247 0.663 8.712 -1.965 -0.341 N11 1HQ 12 1HQ C12 C12 C 0 1 Y N N -20.257 -39.962 -6.951 0.338 1.064 -0.214 C12 1HQ 13 1HQ C13 C13 C 0 1 Y N N -21.333 -39.708 -7.865 0.186 2.435 -0.058 C13 1HQ 14 1HQ C14 C14 C 0 1 Y N N -20.992 -39.225 -9.150 -1.074 2.974 0.118 C14 1HQ 15 1HQ C16 C16 C 0 1 Y N N -18.576 -39.217 -8.526 -2.035 0.779 -0.016 C16 1HQ 16 1HQ C17 C17 C 0 1 Y N N -18.904 -39.755 -7.299 -0.777 0.236 -0.192 C17 1HQ 17 1HQ F18 F18 F 0 1 N N N -19.252 -38.444 -10.701 -3.415 2.675 0.316 F18 1HQ 18 1HQ C19 C19 C 0 1 N N S -17.089 -39.005 -8.911 -3.245 -0.118 0.008 C19 1HQ 19 1HQ C20 C20 C 0 1 N N N -16.565 -40.053 -9.944 -3.965 0.033 1.352 C20 1HQ 20 1HQ C21 C21 C 0 1 N N N -16.466 -41.436 -9.312 -4.982 -1.111 1.480 C21 1HQ 21 1HQ O22 O22 O 0 1 N N N -15.544 -41.229 -8.174 -4.262 -2.348 1.446 O22 1HQ 22 1HQ C23 C23 C 0 1 N N N -15.514 -40.125 -7.439 -3.318 -2.489 0.498 C23 1HQ 23 1HQ N24 N24 N 0 1 N N N -16.199 -39.065 -7.708 -2.825 -1.506 -0.174 N24 1HQ 24 1HQ C25 C25 C 0 1 N N N -16.858 -37.631 -9.480 -4.195 0.278 -1.124 C25 1HQ 25 1HQ F26 F26 F 0 1 N N N -17.255 -36.646 -8.587 -3.538 0.144 -2.352 F26 1HQ 26 1HQ F27 F27 F 0 1 N N N -15.522 -37.461 -9.716 -5.319 -0.554 -1.103 F27 1HQ 27 1HQ N28 N28 N 0 1 N N N -14.709 -40.178 -6.276 -2.852 -3.753 0.232 N28 1HQ 28 1HQ H1 H1 H 0 1 N N N -22.946 -44.161 -1.910 7.200 0.802 1.178 H1 1HQ 29 1HQ H2 H2 H 0 1 N N N -23.241 -43.000 -4.109 4.974 1.886 1.372 H2 1HQ 30 1HQ H3 H3 H 0 1 N N N -19.228 -41.926 -1.510 5.378 -2.192 -1.306 H3 1HQ 31 1HQ H4 H4 H 0 1 N N N -19.634 -40.579 -5.112 1.734 -0.253 -0.970 H4 1HQ 32 1HQ H5 H5 H 0 1 N N N -22.362 -39.879 -7.583 1.052 3.080 -0.075 H5 1HQ 33 1HQ H6 H6 H 0 1 N N N -21.762 -39.067 -9.891 -1.193 4.040 0.238 H6 1HQ 34 1HQ H7 H7 H 0 1 N N N -18.123 -40.019 -6.601 -0.661 -0.831 -0.312 H7 1HQ 35 1HQ H8 H8 H 0 1 N N N -15.569 -39.745 -10.296 -3.242 -0.025 2.165 H8 1HQ 36 1HQ H9 H9 H 0 1 N N N -17.258 -40.096 -10.797 -4.483 0.991 1.387 H9 1HQ 37 1HQ H10 H10 H 0 1 N N N -17.451 -41.780 -8.963 -5.519 -1.022 2.424 H10 1HQ 38 1HQ H11 H11 H 0 1 N N N -16.054 -42.166 -10.025 -5.687 -1.072 0.649 H11 1HQ 39 1HQ H12 H12 H 0 1 N N N -17.427 -37.542 -10.417 -4.507 1.314 -0.990 H12 1HQ 40 1HQ H13 H13 H 0 1 N N N -14.207 -41.014 -6.053 -3.204 -4.512 0.722 H13 1HQ 41 1HQ H14 H14 H 0 1 N N N -14.642 -39.380 -5.677 -2.171 -3.886 -0.446 H14 1HQ 42 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 1HQ F18 C15 SING N N 1 1HQ C20 C21 SING N N 2 1HQ C20 C19 SING N N 3 1HQ F27 C25 SING N N 4 1HQ C25 C19 SING N N 5 1HQ C25 F26 SING N N 6 1HQ C15 C14 DOUB Y N 7 1HQ C15 C16 SING Y N 8 1HQ C21 O22 SING N N 9 1HQ C14 C13 SING Y N 10 1HQ C19 C16 SING N N 11 1HQ C19 N24 SING N N 12 1HQ C16 C17 DOUB Y N 13 1HQ O22 C23 SING N N 14 1HQ C13 C12 DOUB Y N 15 1HQ N24 C23 DOUB N N 16 1HQ C23 N28 SING N N 17 1HQ C17 C12 SING Y N 18 1HQ C12 N9 SING N N 19 1HQ O8 C7 DOUB N N 20 1HQ N9 C7 SING N N 21 1HQ C7 C4 SING N N 22 1HQ C4 C3 DOUB Y N 23 1HQ C4 N5 SING Y N 24 1HQ C3 C2 SING Y N 25 1HQ N5 C6 DOUB Y N 26 1HQ C2 C1 DOUB Y N 27 1HQ C6 C1 SING Y N 28 1HQ C1 C10 SING N N 29 1HQ C10 N11 TRIP N N 30 1HQ C2 H1 SING N N 31 1HQ C3 H2 SING N N 32 1HQ C6 H3 SING N N 33 1HQ N9 H4 SING N N 34 1HQ C13 H5 SING N N 35 1HQ C14 H6 SING N N 36 1HQ C17 H7 SING N N 37 1HQ C20 H8 SING N N 38 1HQ C20 H9 SING N N 39 1HQ C21 H10 SING N N 40 1HQ C21 H11 SING N N 41 1HQ C25 H12 SING N N 42 1HQ N28 H13 SING N N 43 1HQ N28 H14 SING N N 44 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 1HQ SMILES ACDLabs 12.01 "FC(F)C1(N=C(OCC1)N)c3cc(NC(=O)c2ncc(C#N)cc2)ccc3F" 1HQ InChI InChI 1.03 "InChI=1S/C18H14F3N5O2/c19-13-3-2-11(25-15(27)14-4-1-10(8-22)9-24-14)7-12(13)18(16(20)21)5-6-28-17(23)26-18/h1-4,7,9,16H,5-6H2,(H2,23,26)(H,25,27)/t18-/m0/s1" 1HQ InChIKey InChI 1.03 ZQBDXEARYNLKKR-SFHVURJKSA-N 1HQ SMILES_CANONICAL CACTVS 3.370 "NC1=N[C@](CCO1)(C(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HQ SMILES CACTVS 3.370 "NC1=N[C](CCO1)(C(F)F)c2cc(NC(=O)c3ccc(cn3)C#N)ccc2F" 1HQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)[C@@]3(CCOC(=N3)N)C(F)F)F" 1HQ SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(cc1NC(=O)c2ccc(cn2)C#N)C3(CCOC(=N3)N)C(F)F)F" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 1HQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(4S)-2-amino-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl]-4-fluorophenyl}-5-cyanopyridine-2-carboxamide" 1HQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(4S)-2-azanyl-4-[bis(fluoranyl)methyl]-5,6-dihydro-1,3-oxazin-4-yl]-4-fluoranyl-phenyl]-5-cyano-pyridine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1HQ "Create component" 2013-02-07 RCSB 1HQ "Initial release" 2013-05-01 RCSB #